3-(4-Benzyloxy-benzoylamino)-propionic acid methyl ester → 3-(4-Hydroxy-benzoylamino)-propionic acid methyl ester

HRID 1669223Notes

Reaction equation

HRID 1669223 reaction equation
[CH3:1][O:2][C:3](=[O:23])[CH2:4][CH2:5][NH:6][C:7](=[O:22])[C:8]1[CH:13]=[CH:12][C:11]([O:14]CC2C=CC=CC=2)=[CH:10][CH:9]=1>CO.[OH-].[OH-].[Pd+2]>[CH3:1][O:2][C:3](=[O:23])[CH2:4][CH2:5][NH:6][C:7](=[O:22])[C:8]1[CH:9]=[CH:10][C:11]([OH:14])=[CH:12][CH:13]=1

Participants

4

Reactant 1

HCID 266353683-(4-Benzyloxy-benzoylamino)-propionic acid methyl ester

Product 1

HCID 106328533-(4-Hydroxy-benzoylamino)-propionic acid methyl ester

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Conditions

Temperature
40 °C

Procedure

A mixture of 3-(4-benzyloxy-benzoylamino)-propionic acid methyl ester (11.26 g, 35.93 mmol) and Pd(OH)2/C (20%, 3.19 g) in MeOH was heated at 40° C. for 12 h. The mixture was filtered through celite to yield 7.89 (98%) of the title compound. The following compound was made in a similar manner:

Workup

  1. filtrationThe mixture was filtered through celite

Sources & evidence

ORD record
ord-4028aead678a4a908c8d9f043528f55b
Source dataset
uspto-grants-2011_08
Patent number
US07989457B2

Reaction notes

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